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St. Augustine Vacation Rentals

290 St. Augustine Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within St. Augustine, NE Atlantic Coast, Florida, United States.
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NE Atlantic Coast Top Cities
Listings 1 - 25 of 290
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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 4 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Just steps from the beach, our 3-level A Luna Sea house is wonderfully furnished with an emphasis on contemporary accents. From the big 3rd floor ... Learn More
Rates
$149 - $450 night
$464 - $1800 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 4 Bedroom, 3 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Amazing Grace is a huge, luxuriously appointed Mediterranean-style house. Watch the sun rise from the front deck and set from the back deck at our ... Learn More
Rates
$449 - $1500 night
$1795 - $7200 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Located on a quiet magnolia-lined street in the heart of the historic district sits Ambrosia Cottage, our historic 1905's Craftsman-style house. Ne... Learn More
Rates
$452 - $750 week


Pet Friendly   Non Smoking


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Our custom-built home, newly updated, Amore Beach House, makes staying at the beach even more fun! With lovely ocean views, a balcony and patio, an... Learn More
Rates
$171 - $1000 night
$1027 - $3000 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 1 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Some houses just feel like home. Though its huge wraparound deck with partial ocean views, hot tub, tropical garden, and sunny indoor spaces may no... Learn More
Rates
$115 - $250 night
$348 - $1200 week


Pet Friendly   Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Not only is Seaside at Anastasia 205 a mere block from the beach, but it also overlooks a small lake. That?s just one of the many features that mak... Learn More
Rates
$133 - $183 night
$348 - $1095 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Totally remodeled and updated 2 bedroom 2 bath condo offered with premium 1 car garage. Upgrades include new 16" ceramic tile floors throughout wit... Learn More
Rates
$81 - $250 night
$450 - $895 week


Non Smoking


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4 bedroom Vacation Rental Home in St. Augustine
Home: 4 Bedroom, 5 Bathroom, Sleeps 12
Location: St. Augustine, Florida, United States
Description: Gorgeous views of the ocean and Intracoastal Waterway are yours from every room in Atlantic Angel, our beachfront Mediterranean-style house in St. ... Learn More
Rates
$499 - $2000 night
$1995 - $7500 week


Non Smoking   Swimming Pool   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 3 Bathroom, Sleeps 9
Location: St. Augustine, Florida, United States
Description: There are so many beautiful spaces in our Atlantic Bliss house! From the luxury chef's kitchen and the 2 ocean balconies to the fenced in back yar... Learn More
Rates
$203 - $1000 night
$929 - $3000 week


Pet Friendly   Non Smoking   Swimming Pool   High-Speed Internet


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2 bedroom Vacation Rental Home in St. Augustine
Home: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Between the private pool, and the enclosed garden, Atlantis Oasis will satisfy your desire for a beach vacation even before you visit St. Augustine... Learn More
Rates
$162 - $500 night
$696 - $2700 week


Pet Friendly   Non Smoking   Swimming Pool


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4 bedroom Vacation Rental Home in St. Augustine - Ocean Front
Home: 4 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: The name says it all! When you stay at Barefoot, our ocean front house on St. Augustine Beach, you just can't help but unwind and have fun the way ... Learn More
Rates
$233 - $1200 night
$1130 - $3500 week


Pet Friendly   Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Beautiful natural dunes, pure white sands, and glittering blue ocean greet you from the patio of our ground-floor condo at Barefoot Trace 113. The ... Learn More
Rates
$199 - $266 night
$465 - $1595 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Enjoy spectacular sunrises and long, lazy days on the white sands of St. Augustine Beach at our ground-floor, oceanfront condo at Barefoot Trace 11... Learn More
Rates
$150 - $266 night
$875 - $1550 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: Walk into the oceanfront resort Barefoot 204 and fall in love with this happy place. Leave the large balcony doors open and enjoy the sounds and sm... Learn More
Rates
$199 - $266 night
$465 - $1595 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: The ocean follows your senses while at Barefoot Trace 208. You?ll see the Atlantic the moment you open your eyes, and hear it long after you fall a... Learn More
Rates
$199 - $266 night
$465 - $1595 week


Non Smoking


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2 bedroom Vacation Rental Condo in St. Augustine
Condo: 2 Bedroom, 2 Bathroom, Sleeps 7
Location: St. Augustine, Florida, United States
Description: With a long balcony overlooking beautiful Crescent Beach, our condo at Barefoot Trace 309 has a picturesque view of dune, sand, sea, and sky. Locat... Learn More
Rates
$199 - $266 night
$465 - $1595 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: A big wide, ocean - all yours to enjoy. Barefoot Trace 414 is a gorgeous unit overlooks Crescent Beach and draws the eye towards the Atlantic Ocea... Learn More
Rates
$216 - $283 night
$526 - $1695 week


Non Smoking   High-Speed Internet


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2 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: From our 3rd-floor condo at Beach & Tennis 323, you can see the sparkling Atlantic Ocean, along with the natural dunes, palm trees, and the cool bl... Learn More
Rates
$166 - $216 night
$375 - $1295 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Condo in St. Augustine
Condo: 3 Bedroom, 2 Bathroom, Sleeps 6
Location: St. Augustine, Florida, United States
Description: Whether you're looking for a tennis-oriented vacation or simply crave the oceanfront location and amenities of this superb resort, you'll love our ... Learn More
Rates
$199 - $266 night
$465 - $1595 week


Non Smoking


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: You can see the ocean from almost every room at our ground-floor condo at Beacher's Lodge 101! Nestled just yards from Cinnamon Beach to the east a... Learn More
Rates
$81 - $250 night
$450 - $895 week


Pet Friendly   Non Smoking


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean View
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: A sparkling swimming pool and sweeping ocean view are just outside our ground-floor condo at Beacher's Lodge 102. You're just steps from Crescent B... Learn More
Rates
$81 - $250 night
$450 - $895 week


Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Welcome to the best bargain on Crescent Beach! Our stylish, comfortable condo overlooking the beach puts you right in the action, with an oceanfron... Learn More
Rates
$81 - $250 night
$450 - $895 week


Pet Friendly   Non Smoking   High-Speed Internet


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1 bedroom Vacation Rental Condo in St. Augustine - Ocean Front
Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: St. Augustine, Florida, United States
Description: Tucked between Crescent Beach to the east and the Intracoastal Waterway to the west is Beacher's Lodge 425, our ocean front condo with sweeping vie... Learn More
Rates
$100 - $295 night
$495 - $995 week


Non Smoking   High-Speed Internet


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3 bedroom Vacation Rental Home in St. Augustine - Ocean View
Home: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Ocean views, spacious rooms, and beautiful design touches make our Beachwalk house a terrific place for your next St. Augustine Beach vacation. Fro... Learn More
Rates
$149 - $450 night
$464 - $1800 week


Non Smoking   High-Speed Internet


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4 bedroom Vacation Rental Condo in St. Augustine
Condo: 4 Bedroom, 3 Bathroom, Sleeps 8
Location: St. Augustine, Florida, United States
Description: Our living room and all 4 bedrooms of our Bella Mar condo open onto a balcony overlooking either the sunrise on Crescent Beach or the sunset on the... Learn More
Rates
$300 - $466 night
$820 - $2795 week


Non Smoking   High-Speed Internet


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Listings 1 - 25 of 290
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This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
 
1513 -- 500 years ago. That's when Juan Ponce de Leon came ashore at what is now St. Augustine, Florida. While there were countless people living in Florida prior to Spanish arrival, the establishment of what would become the first permanent settlement by Europeans in what would become the United States of America was a pretty big deal. Though Ponce obviously had no clue as to the importance of his soggy pants on that day, he must've known he was onto something good when he saw natural harbors, vast expanses of beach (not that they were into sunbathing, but attraction to a beach goes way back in the human psyche), and the potential that was Florida.

Of course, there were no vacation rentals around then. Those came much later -- much, much later. A whole bunch of history happened between Ponce de Leon's arrival and the arrival of air conditioning and the subsequent population of Florida in the 20th century.

Florida vacation rentals have taken off. They’re an ideal way to take in the Sunshine State, and St. Augustine is no different. You can use the oldest city in America as a base to explore some of the nation's new wonders. For example, Disney World and Orlando are less than 2 hours away. Daytona Beach and Jacksonville Beach are even closer. Palm Coast is just down the road.

But we're getting ahead of ourselves. St. Augustine has plenty to see and do all on its own.

The Historic District has the Fountain of Youth Archeological Park featuring a statue of Ponce de Leon himself. You'll see the old city gate and walls, Aviles Street, the oldest public street in the United States. It's from the 16th century--if you're mostly used to your local mall, this will be amazing. You'll find a wonderful mix of art galleries, enjoyable museums, and great places to eat. The Historic District is at the center of the oldest continuous settlement in the United States.

Castillo de San Marcos. Built to ward off attacks from pirates and the British, this fort was completed in 1695. It replaced wooden structures which weren't strong fortifications. It was used as a prisoner of war camp for American soldiers during Revolutionary war. Keep in mind that no pets are allowed in the fort itself. Even with that, it is well worth a visit. You'll find lots of great spots for photo opportunities.

Beaches. Just southeast of the Historic District is Anastasia State Park (you've got to love the name--another nod to history, even if it is Russian history). Florida State Parks are perhaps the best in the United States, and not just because most of them involve a beach. They are well maintained and offer a variety of services. You'll have to pay a small entry fee, but it is well worth it. In all likelihood, you'll have a big beach all to yourself. Similar to Daytona Beach, you can drive on the beach at St. Augustine. You can buy a day pass and access the beach via several access ramps. Keep in mind that there are no beaches in St. Augustine itself--they're just a short drive away, however, and once you find them, you'll have miles and miles of uniterrupted sand and surf.
 

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